Dye.



- addition of boric acid turns yellowish-red i sews PATENT carton;

08m .TNGEB, OF LEVEBKUSEH, NEAR COLOGNE, AND PAUL THOWCHEWSK; 01

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VOHWINKEL, NEAR ELBEBPELD, GERMANY, AB$IGNOBS T FABBENFABRIKEN VORMI.FBIEDIR. BAYER 8c 00., 0F ELBERFELD, GERMANY, A CORPOBLi1OH OR.Gm

srwifleation of Letter! n Pa-tented June 13, 1911.

MANY.

. DYE.

10 Drawing. Application filed October 21, 1910. Serial No. 588,818.

To all whom it may cmwcm:

Be it known that we, OSKAR UNenR and PAUL Tnousscnnwsm, doctorsof'philoso-- phy, chemists, citizens of the German Emsuch a way thatmore than one sulfonic' group is introduced into the molecule.

The new dyes are, in the shape of their alkaline salts, dark red powderssoluble in concentrated sulfuric acid generally with a reddish colorwhich on addition of boric acid assumes an intense eenish yellow toorange fluorescence, solu 1c in water and in alcohol. generally with ared color; dyein wool red shades.

- 11 order to illustrate the new process more fully the followingexamples are given, the parts being by weight Example 1: 1 part of4-phenylamino-1- snthra-n-methylpyridone (obtainable from4-bromo-anthra-n-methylpyridone and anilin see United States LettersPatent 53641) is dissolved in 6 parts of fuming sulfuric acid (20 percent. 50,) and the resulting solution is heated to 3040' C. for 1-2hours. The mixture is then oured into parts of water. The dye w'ich isthe disulfonic acid separates after a short time in the sha of Vermilionred crystals which are filter off, washed with a small quantity of waterto remove the adhering acid and converted with the necessary quantity ofcaustic soda' lye into the dark red sodium salt. The dye dissolves inconcentrated sulfuric acid with a violet-red color which on showina-strong orange fluorescence. The new co orin matter dyes wool -fromacid baths in bright scarlet shades, which are very fast and possessesprobably the follOWlllg formula:

The product obtained from the pyridone fromacetyl-l-amino-2.4-dibromoanthraquinone and anilin (see United StatesLetters Patent 853041) yields, on being sulfonated in the same way, asomewhat yellower dye. Example 2: 1 part of 4-phenylamino2-methyl-l-anthronpyridone (obtainable from 4-chloro 2 methyl 1anthronpyridone and anilin (see British Letters Patent 19172/07) isheated with 10 parts of fuming sulfuric acid (20 per cent. S0,) to 2030C. until a test portion is completely soluble in cold water. The mixtureis then poured into a solution of common salt when the new (1 isprecipitated, and the d e is ltered o5. t is soluble in concentrat suluric acid with a violet-red color which on addition of boric acid turnsyellewish-md shewizg a ver" intense greenish-yellow fluorescence. It 15soluble in water and alcohol with a red color and dyes wool a brightscarlet-red.

Example3: lpart or'-meta-chloro henylamino 1 anthra-n-methylpyridoneobtamable from brom-asnthra-n-methylyridone and meta-chloroanilin) issulfonat ed with 10 parts of fuming sulfuric acid (10 per cent. S0, at atemperature of 20-30 C.

The dye IS then isolated as is described in pyridone, 4- meta.tolylamino 1 anthra-nmethyl .yridone, etc.

1. The herein described new dyestuffs of the anthracene series, beingdiand pol -sulionic acids of arylaminoanthronpyri ones, which dyes arein the shape of their alkaline salts dark red powders soluble inconcentrated sulfuric acid generally with n reddish color which onaddition of boric acid assumes an intense greenish yellow to orangefluorescence, soluble in water and in-alcohol generally with ared color;dyein wool red shades, substantially as describec 2. The hereindescribed 4- lien *lamino-lanthra. n met-hylpyridone isul onic acid,

Copies of this patent may be obtained for five cents each, by addressingdie Commission: of Patents,

Washington, D. 0. a; .r

which is after being dried and pulverizul in the shape of its sodiumsalt a dark red powder soluble in concentrated sulfuric acid with aviolet-red color which on addition of 20 boric acid turns yellowish-redskewing a% strong orange fluorescencedyeing wool from acid baths brightscarlet eh'a c lce imbstantially as desefibed.

In testimony whereof we have hereunto set 25 our hands in the presenceof two witnesses. e

OSKAR UXGER. IL. Be] 1 PAUL THOHASCHEWSKL [In 8.1 Witnesses: r

CHAS. J. WRIGHT, WALTER Venn-29m.

